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Published on: December 16, 2019
Photocatalytic Synthesis of α-Fluoro-β-sulfonyl Carbonyl Compounds Using Nucleophilic Fluorine Sources
Jie Gong1, Fang Wang1, Shu-Hui Lei2
1School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
None:
Herein, we report a photocatalytic synthesis of α-fluoro-β-sulfonyl carbonyl compounds using nucleophilic fluorine sources under photo redox-neutral conditions. The key to this transformation is the generation of α-carbonyl carbocations via single-electron oxidation of β-sulfonyl-α-carbonyl radicals, which are formed through regioselective sulfonyl radical addition to α,β-unsaturated carbonyl compounds. This method offers efficient and general access to structurally diverse α-fluorinated carbonyl building blocks, expanding the synthetic toolbox for fluorinated molecule construction.
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